HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazoic acid → HCID 178420316, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazoic acid | HCID 24530 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 1-benzyl-1H-imidazole-2-carbaldehyde | HCID 139082 | — |
| Reactant | 1H-Imidazole-2-carbonitrile, 1-(phenylmethyl)- | HCID 11030475 | — |
| Reactant | HCID 178418441 | HCID 178418441 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178420316 | HCID 178420316 | — |
Reaction Steps
Obtained by reacting 9.3 g (0.05 mol) of 1-benzyl-2-formylimidazole (see Liebigs Ann. Chem. 718 (1968) pp. 249-259) with 8.0 g (0.15 mol) of ammonium chloride and 9.8 g (0.15 mol) of sodium azide in 50 ml of dimethylformamide at 120°-130° C. The isolation of the 1-benzyl-2-cyanoimidazole intermediate (obtained by Schmidt-rearrangement) may be omitted, since this compound adds excess hydrazoic acid to the tetrazole in situ. After 20 hours, it is cooled, and 500 ml of water are added, the precipitate formed filtered off and recrystallised several times from dimethylformamide. M.p. 274°-275° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04152440 |
| Source dataset | uspto-grants-1979_05 |
| ORD ID | ord-faced8bfa88b4593be37b6ecae11b106 |
| Source note | uspto-grants-1979_05 |